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Crystal structure and Hirshfeld surface analysis of a Schiff base: ( Z )-6-[(5-chloro-2-methoxyanilino)methylidene]-2-hydroxycyclohexa-2,4-dien-1-one
The title compound, C 14 H 12 ClNO 3 , is a Schiff base that exists in the keto–enamine tautomeric form and adopts a Z configuration. In the crystal, the dihedral angle between the planes of the benzene rings is 5.34 (15)°. The roughly planar geometry of the molecule is stabilized by a strong intram...
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Published in: | Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2019-03, Vol.75 (3), p.362-366 |
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Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | The title compound, C
14
H
12
ClNO
3
, is a Schiff base that exists in the keto–enamine tautomeric form and adopts a
Z
configuration. In the crystal, the dihedral angle between the planes of the benzene rings is 5.34 (15)°. The roughly planar geometry of the molecule is stabilized by a strong intramolecular N—H...O hydrogen bond. In the crystal, pairs of centrosymmetrically related molecules are linked by O—H...O hydrogen bonds, forming
R
2
2
(10) rings. Besides this, the molecules form stacks along the [001] direction with C—H...π and C—H...Cl contacts between the stacks. The intermolecular interactions in the crystal were analysed using Hirshfeld surfaces. The most significant contribution to the crystal packing is from H...H contacts (30.8%). |
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ISSN: | 2056-9890 2056-9890 |
DOI: | 10.1107/S2056989019002123 |